Your Perfect Hilton Head Island Getaway Starts Here
Hilton Head Properties Realty & Rentals offers a diverse selection of Hilton Head vacation rentals to suit every type of traveler. From 1-bedroom villas for a quiet coastal escape to 7-bedroom vacation homes built for family reunions and group retreats, each property is thoughtfully furnished and ready for your stay. Guests can enjoy luxurious vacation amenities such as private pools, ocean views, and easy beach access in sought-after communities like Palmetto Dunes, Sea Pines, Forest Beach, and Folly Field.
These vacation homes and villas place you close to everything that makes Hilton Head Island special—championship golf courses, scenic bike paths, local dining, and Lowcountry charm around every corner. Each rental is backed by our experienced property management team, committed to delivering a seamless vacation experience from booking to check-out.
Spend your days relaxing by the pool, exploring the island, or enjoying the comforts of a professionally managed Hilton Head vacation home. With flexible options, top-rated amenities, and personalized service, Hilton Head Properties Realty & Rentals makes it easy to plan a stress-free Hilton Head Island vacation.
Start your search today and discover vacation rentals that bring comfort, style, and convenience together in one unforgettable island stay.
123 properties available
Oceanfront Coastal Villa at Sea Cloisters2 Bedrooms | 2 Bathrooms | Sleeps 6 | OceanfrontWelcome to our lovely 1st floor villa in the exclusive gated complex of Sea Cloisters. Our villa boasts stairs leading directly to the beach and pool, making it the perfect spot for a relaxing and comfortable family vacation. The conveniences of our villa are s
Oceanfront
Oceanfront
Enjoy this perfect oceanfront property for your beach getaway!
942 Inverness Villas 3-Bedroom Inverness Villa in Palmetto Dunes Located in Inverness at Palmetto Dunes, 942 Inverness Villas offers a Hilton Head Island stay with access to beaches, golf, and the resort’s bike path and lagoon system. This three-bedroom villa provides added space for families and small groups looking to stay within
Scenic Lighthouse Tennis Villa in Sea Pines2 Bedrooms | 2 Bathrooms | Sleeps 6 | Pet FriendlyIntroducing 2379 Lighthouse Villa! This exception villa is an end unit overlooking big sweeping lagoon views and distant on-site complex swimming pool. Located in Sea Pines, Lighthouse Tennis Villas is in the geographic center of the beach and Ha
Newly Renovated Pet-Friendly Villa Near Harbour Town at Stoney Creek1 Bedroom | 1 Bathroom | Sleeps 4Welcome to Stoney Creek Villa 249, your ultimate relaxing and comfortable getaway located in the heart of Harbourtown on Hilton Head Island. This newly renovated one-bedroom villa boasts modern and upscale furnishings, providing a stylish and inviti
HHP Luxury
HHP Luxury
Offers expert concierges that can assist with in-home services and local experiences to give you the most unforgettable memories with the ones you love most.
Spacious Fazio Villa in Palmetto Dunes4 Bedrooms | 3 Bathrooms | Sleeps 8 | Perfect Golf GetawayWelcome to our spacious and beautiful 4-bedroom, 3-bathroom vacation home located in the heart of Palmetto Dunes. Situated in the geographic center of Palmetto Dunes, this home offers unparalleled convenience and easy access to all the fun activities the
Third Floor Oceanfront Villa at Sea Cloisters2 Bedrooms | 2 Bathrooms | Sleeps 5 | Ocean ViewsWelcome to your dream vacation home in Hilton Head Island! Located in the picturesque Folly Field area, this oceanfront villa offers the perfect setting for your next beach getaway. Villa 312 Sea Cloisters is designed to accommodate five guests, making it
Oceanfront
Oceanfront
Enjoy this perfect oceanfront property for your beach getaway!
Magnificent Luxury Retreat on North Forest Beach7 Bedrooms | 6.5 Bathrooms | Sleeps 14 | Beach GetawayEscape to the North Forest Beach area of Hilton Head Island and experience the ultimate beach vacation in this magnificent 7 bedroom, 6.5 bath home just 50 yards from the Atlantic Ocean. This custom-built retreat boasts 4500 square feet of lux
HHP Luxury
HHP Luxury
Offers expert concierges that can assist with in-home services and local experiences to give you the most unforgettable memories with the ones you love most.
Dog Friendly Home with Golf Course Views3 Bedrooms | 2 Bathrooms | Sleeps 5Introducing 51 Wood Duck! This beautiful one level home overlooks the 14th Club Course Fairway. With the impressive fully stocked granite kitchen with breakfast table plus breakfast bar, it is ready for the chefs creations! The large deck spans the entire ba
Pet Friendly Turnberry Villa in Palmetto Dunes2 Bedrooms | 2 Bathrooms | Sleeps 8 | Ideal for GolfersWelcome to 227 Turnberry, a charming vacation condo in Hilton Head Island that promises a delightful stay. With its inviting atmosphere and desirable features, this condo offers everything you need for a memorable vacation.Step inside the condo, and
Stunning Evian Golf Villa in Shipyard3 Bedrooms | 3 Bathrooms | Sleeps 8 | Beautiful Golf ViewsWelcome to this beautiful Villa located in the gated Shipyard community of Hilton Head Island! Spend your next vacation at this 2 -level condo overlooking the 7th fairway of the Brigantine golf course.The well-equipped kitchen has stainless steel ap
Extensive Oceanfront Villa at Sea Cloisters2 Bedrooms | 2 Bathrooms | Sleeps 6 | Ocean ViewsWelcome to our newly renovated villa, where no expense has been spared to provide you with the very best beach experience.The villa boasts a range of upgrades, including new granite countertops, crown moldings, baseboards, and fresh paint on walls and ceilin
Oceanfront
Oceanfront
Enjoy this perfect oceanfront property for your beach getaway!
HHP Luxury
HHP Luxury
Offers expert concierges that can assist with in-home services and local experiences to give you the most unforgettable memories with the ones you love most.
Tastefully Furnished Villa Located in Folly Field3 Bedrooms | 2 Bathrooms | 1 HALF BATH | Sleeps 8This welcoming 3-bedroom, 2.5-bathroom villa is located in the Folly Field area of Hilton Head Island. This beautiful vacation home offers a comfortable and convenient retreat for your beach getaway. As you enter the villa, you'll be greeted b
